N-bromobutanimide → HCID 53837501, compound

Participants

Reaction Steps

To a solution under N2 of 6-(4-fluorophenyl)indole-1-carboxylic acid t-butyl ester (2.00 g, 6.42 mmol), prepared as in step 1, in THF (36 mL) was added N-bromosuccinimide (1.26 g, 7.08 mmol) in a single portion and the clear-orange solution was stirred overnight at ambient temperature. The reaction mixture was diluted with ether (500 mL) and extracted with aqueous NaHSO3 (1-2M, 250 mL) and saturated aqueous NaHCO3. The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo to give a viscous, clear-yellow oil (2.58 g), which solidified on standing.

Provenance & Evidence